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Search results; Over 1,000 homes in Southport

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Guest favourite

Home in Southport

The Landing: Relaxing Family Coastal Retreat

5 bedrooms, 6 beds, 2 private bathrooms

18–23 Sept

$4,606 SGD for 5 nights

,

4.88 out of 5 average rating, 8 reviews

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Top guest favourite

Home in Southport

Cozy Harbor Waterfront

4 bedrooms, 5 beds

13–18 Oct

$2,992 SGD for 5 nights

4.89 out of 5 average rating, 47 reviews

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Guest favourite

Home in Southport

Waterfront cottage with private dock Southport, ME

3 bedrooms, 5 beds

11–16 Oct

5.0 out of 5 average rating, 17 reviews

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Top guest favourite

Cottage in Southport

Cottage at Island Point; Charming Coastal Retreat

3 bedrooms, 5 beds

27 Sept – 2 Oct

5.0 out of 5 average rating, 31 reviews

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Guest favourite

Home in Southport

Southport, views of Christmas cove (Boothbay area)

3 bedrooms, 5 beds

29 Sept – 4 Oct

Free cancellation

4.95 out of 5 average rating, 21 reviews

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Guest favourite

Home in Southport

Architectural gem near Botanical Gardens

4 bedrooms, 9 beds

23–28 Sept

4.92 out of 5 average rating, 50 reviews

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Superhost

Home in Southport

Maine Cottage/Your Year-Round Destination

4 bedrooms, 5 beds

18–24 Sept

$5,558 SGD for 6 nights

4.93 out of 5 average rating, 107 reviews

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Guest favourite

Home in Southport

Maine Carriage House

2 bedrooms, 2 queen beds

18–23 Sept

$3,057 SGD for 5 nights

4.97 out of 5 average rating, 30 reviews

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Guest favourite

Home in Boothbay Harbor

Oceanfront Retreat +Dock: In L. L. Bean Catalog

5 bedrooms, 10 beds

1–8 Oct

$19,294 SGD for 7 nights

4.91 out of 5 average rating, 35 reviews

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Top guest favourite

Home in Southport

Modern home on Southport Island

3 bedrooms, 3 beds

30 May – 4 Jun

$4,220 SGD for 5 nights

4.97 out of 5 average rating, 62 reviews

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Top guest favourite

Home in Boothbay Harbor

Boothbay Harbor- perfect for your Maine vacation!

5 bedrooms, 8 beds

17–22 Sept

5.0 out of 5 average rating, 24 reviews

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Top guest favourite

Cottage in Southport

Seawood Sunset Cottage: Woods, near Beach

2 bedrooms, 5 beds

26 Sept – 1 Oct

$2,517 SGD for 5 nights

5.0 out of 5 average rating, 23 reviews

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Top guest favourite

Cabin in Boothbay Harbor

Lakeside 3 BR Cabin in Boothbay Harbor

3 bedrooms, 4 beds

24–29 Oct

$1,593 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 287 reviews

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Guest favourite

Home in Southport

Salty Dog Cottage by Sea Maine

3 bedrooms, 6 beds

17–22 Sept

$2,339 SGD for 5 nights

5.0 out of 5 average rating, 5 reviews

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Guest favourite

Home in Boothbay Harbor

Peace by the ocean

3 bedrooms, 6 beds

18–23 Sept

$3,913 SGD for 5 nights

4.95 out of 5 average rating, 20 reviews

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Top guest favourite

Home in Georgetown

Five Islands Waterfront Retreat

3 bedrooms, 3 beds

28 Sept – 3 Oct

$3,485 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 31 reviews

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Guest favourite

Home in Boothbay Harbor

Welcome to 8 West!

7 bedrooms, 12 beds

4–9 Oct

5.0 out of 5 average rating, 15 reviews

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Top guest favourite

Home in Boothbay Harbor

Quiet Oasis Family Home Close to East Side of Town

3 bedrooms, 4 beds

17–22 Sept

$2,630 SGD for 5 nights

4.93 out of 5 average rating, 46 reviews

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Guest favourite

Home in Boothbay Harbor

Harborfields Lodge on the Shore Boothbay

6 bedrooms, 7 beds

28 Sept – 3 Oct

$3,811 SGD for 5 nights

4.86 out of 5 average rating, 14 reviews